CN108586169B - 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled crystal and preparation method thereof - Google Patents

2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled crystal and preparation method thereof Download PDF

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CN108586169B
CN108586169B CN201810437382.2A CN201810437382A CN108586169B CN 108586169 B CN108586169 B CN 108586169B CN 201810437382 A CN201810437382 A CN 201810437382A CN 108586169 B CN108586169 B CN 108586169B
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hydrogen peroxide
nitropyrimidine
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CN108586169A (en
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张庆华
王毅
宋思维
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    • C06—EXPLOSIVES; MATCHES
    • C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
    • C06B21/00—Apparatus or methods for working-up explosives, e.g. forming, cutting, drying
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    • C—CHEMISTRY; METALLURGY
    • C06—EXPLOSIVES; MATCHES
    • C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
    • C06B25/00—Compositions containing a nitrated organic compound
    • C06B25/34—Compositions containing a nitrated organic compound the compound being a nitrated acyclic, alicyclic or heterocyclic amine

Abstract

The invention discloses a preparation method of a 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal material, which comprises the following steps: (1) preparing hydrogen peroxide saturated aqueous solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide; (2) placing a hydrogen peroxide saturated aqueous solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide in a beaker, then standing in a constant temperature incubator, evaporating the solvent, and sequentially carrying out crystal nucleus formation, crystal grain growth, crystal formation, filtration and drying to obtain the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal. The invention innovatively provides a 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal material.

Description

2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled crystal and preparation method thereof
Technical Field
The invention belongs to the field of energetic materials, and particularly relates to a 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal material and a preparation method thereof.
Background
Energetic materials are compounds or mixtures that are composed of oxidants and combustibles and are capable of independently undergoing redox chemical reactions and outputting energy. In the construction of conventional energetic compounds, such as hexanitrohexaazaisowurtzitane (CL-20) and 1,3,5, 7-tetranitro-1, 3,5, 7-tetraazacyclooctane (HMX), an oxidant, such as nitro, and a combustible component, such as-CH2Backbone) components are usually integrated in one molecule. The inherent incompatibility of the oxidant and combustible components makes the integration of the oxidant and combustible within one molecule very difficult. Generally, an increase in energy of an energetic compound is accompanied by a decrease in its stability and an increase in its sensitivity to the environment. We have therefore proposed a novel method of forming an energetic crystalline material by intermolecular self-assembly of an oxidant and a combustible component. The molecular self-assembly energetic crystal material has energy and safety tools because the oxidizing component and the combustible component are distributed in different moleculesHas better adjustability.
Hydrogen peroxide, as a common oxidizer, has been widely used in a variety of oxidation reactions and propellants for aerospace. However, the formation of crystalline materials by self-assembly of hydrogen peroxide with energetic compounds has been poorly studied. At present, no published literature is reported on the preparation of the self-assembled energetic crystal material of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide. The self-assembled energetic crystal material has the advantages of high density, high energy, low sensitivity and the like, and is a high-energy low-sensitivity energetic material with great potential application value.
Disclosure of Invention
The invention overcomes the defects of the prior art, provides an implementation mode of a preparation method of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal material, and provides a new method for developing a novel energetic material.
In order to solve the technical problem, one embodiment of the present invention adopts the following technical solutions:
the preparation method of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal material comprises the following steps:
(1) preparation of saturated aqueous solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide in hydrogen peroxide
Adding enough 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide into aqueous hydrogen peroxide solution with certain concentration, dissolving at the temperature of 0-100 ℃, and filtering to obtain saturated aqueous hydrogen peroxide solution of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide;
(2) preparation of self-assembled energetic crystal of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide
Placing a hydrogen peroxide saturated aqueous solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide in a beaker, then standing in a constant temperature incubator, evaporating the solvent, and sequentially carrying out crystal nucleus formation, crystal grain growth, crystal formation, filtration and drying to obtain the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal.
The further scheme is as follows:
the concentration of the aqueous hydrogen peroxide solution in the step (1) is 5-90% by mass.
The further scheme is as follows:
the temperature of the constant temperature incubator in the step (2) is 25-70 ℃.
The invention also provides a self-assembly energetic crystal material of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide, which is prepared by the preparation method of the self-assembly energetic crystal material of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide provided by the invention.
The further scheme is as follows:
the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal material consists of 12, 4, 6-triamino-5-nitropyrimidine-1, 3-dioxide molecule and 0.5 hydrogen peroxide molecule, and has the specific structure
Figure BDA0001655008460000031
The crystal space group is C2/C, the unit cell parameters are a-14.128 (7), b-14.696 (8), C-7.415 (4), alpha-90, beta-98.866 (14), and gamma-90.
Compared with the prior art, one of the beneficial effects of the invention is that the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal material has high crystal density (1.915g cm)-3) High detonation performance (detonation velocity 9124m s)-1Burst pressure of 34.8GPa) and low sensitivity (impact sensitivity of 24J and friction sensitivity of 360N).
Drawings
FIG. 1 is a crystal structure diagram of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystals.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is described in further detail below with reference to the accompanying drawings and embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
Example 1
10ml of a 5% aqueous hydrogen peroxide solution was added to a three-necked flask at 20 ℃ and then heated with stirring in an amount sufficient to dissolve 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and filtered to obtain a saturated aqueous hydrogen peroxide solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide. Putting the filtrate into a beaker, standing in a thermostat at 25 ℃, evaporating the solvent, separating out crystals, and drying to obtain the self-assembled energetic crystals of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and the hydrogen peroxide.
Example 2
10ml of a 30% aqueous hydrogen peroxide solution was added to a three-necked flask at 20 ℃ and then heated with stirring in an amount sufficient to dissolve 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and filtered to obtain a saturated aqueous hydrogen peroxide solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide. Putting the filtrate into a beaker, standing in a thermostat at 25 ℃, evaporating the solvent, separating out crystals, and drying to obtain the self-assembled energetic crystals of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and the hydrogen peroxide.
Example 3
10ml of a 60% aqueous hydrogen peroxide solution was added to a three-necked flask at 20 ℃ and then heated with stirring in an amount sufficient to dissolve 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and filtered to obtain a saturated aqueous hydrogen peroxide solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide. Putting the filtrate into a beaker, standing in a thermostat at 35 ℃, evaporating the solvent, separating out crystals, and drying to obtain the self-assembled energetic crystals of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and the hydrogen peroxide.
Example 4
10ml of 50% aqueous hydrogen peroxide solution was added to a three-necked flask at 40 ℃ and then heated with stirring in an amount sufficient to dissolve 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and filtered to obtain a saturated aqueous hydrogen peroxide solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide. Putting the filtrate into a beaker, standing in a thermostat at 40 ℃, evaporating the solvent, separating out crystals, and drying to obtain the self-assembled energetic crystals of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and the hydrogen peroxide.
Example 5
10ml of a 10% aqueous hydrogen peroxide solution was added to a three-necked flask at 100 ℃, and then sufficient 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide was heated with stirring, dissolved, and filtered to obtain a saturated aqueous hydrogen peroxide solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide. Putting the filtrate into a beaker, standing in a thermostat at 60 ℃, evaporating the solvent, separating out crystals, and drying to obtain the self-assembled energetic crystals of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and the hydrogen peroxide.
Example 6
10ml of aqueous 90% hydrogen peroxide solution was added to a three-necked flask at 25 ℃ and then heated with stirring in an amount sufficient to dissolve 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and filtered to obtain a saturated aqueous hydrogen peroxide solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide. Putting the filtrate into a beaker, standing in a thermostat at 25 ℃, evaporating the solvent, separating out crystals, and drying to obtain the self-assembled energetic crystals of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and the hydrogen peroxide.
Example 7
10ml of 50% aqueous hydrogen peroxide solution was added to a three-necked flask at 40 ℃ and then heated with stirring in an amount sufficient to dissolve 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and filtered to obtain a saturated aqueous hydrogen peroxide solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide. Putting the filtrate into a beaker, standing in a thermostat at 30 ℃, evaporating the solvent, separating out crystals, and drying to obtain the self-assembled energetic crystals of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and the hydrogen peroxide.
Although the present invention has been described herein with reference to the illustrated embodiments thereof, which are intended to be preferred embodiments of the present invention, it is to be understood that the invention is not limited thereto, and that numerous other modifications and embodiments can be devised by those skilled in the art that will fall within the spirit and scope of the principles of this disclosure.

Claims (5)

  1. The preparation method of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal material is characterized by comprising the following steps:
    (1) preparation of saturated aqueous solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide in hydrogen peroxide
    Adding enough 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide into aqueous hydrogen peroxide solution with certain concentration, dissolving at the temperature of 0-100 ℃, and filtering to obtain hydrogen peroxide saturated aqueous solution of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide;
    (2) preparation of self-assembled energetic crystal of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide
    Placing a hydrogen peroxide saturated aqueous solution of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide in a beaker, then standing in a constant temperature incubator at the temperature of 25-70 ℃, evaporating the solvent, sequentially carrying out crystal nucleus formation, crystal grain growth, crystal formation, filtering and drying to obtain the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystals.
  2. 2. The preparation method of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal material according to claim 1, characterized in that:
    the concentration of the aqueous hydrogen peroxide solution in the step (1) is 5-90% by mass.
  3. 3. The 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal material prepared by the preparation method of the 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide self-assembled energetic crystal material according to claim 1 or 2.
  4. 4. The self-assembled energetic crystal material of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide according to claim 3, characterized in that:
    is composed of 12, 4, 6-triamino-5-nitropyrimidine-1, 3-dioxide molecule and 0.5 hydrogen peroxide molecule, and has the specific structure
    Figure FDA0002406105180000021
  5. 5. The self-assembled energetic crystal material of 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and hydrogen peroxide of claim 4, characterized in that:
    the space group of the crystal material is C2/C, the unit cell parameter is a-14.128 (7), b-14.696 (8), C-7.415 (4), alpha-90, beta-98.866 (14), and gamma-90.
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CN109438366B (en) * 2018-12-03 2020-10-23 中国工程物理研究院化工材料研究所 2,4, 6-triamino-5-nitropyrimidine-1, 3-dioxide and perchloric acid self-assembled energetic crystal material
CN110117212B (en) * 2019-05-29 2021-03-16 中国工程物理研究院化工材料研究所 Energy-containing crystal material self-assembled by melamine nitrogen oxide and oxidant and preparation method thereof

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US3166451A (en) * 1963-03-22 1965-01-19 Grace W R & Co Sensitizing agents comprising the reaction product of urea-formaldehyde-hydrogen peroxide
CN1241568A (en) * 1995-02-01 2000-01-19 旭化成工业株式会社 Hexaaxaisowurtzitane derivative and method for producing the same
CN101735146A (en) * 2008-11-05 2010-06-16 南京理工大学 Composite method of high-energy insensitive explosive 2,6-diamino-3,5-dinitro pyridine-1-oxide
CN107935940A (en) * 2017-11-28 2018-04-20 中国工程物理研究院化工材料研究所 The preparation method of 2,4,6 triamido of energy-containing compound, 5 nitro-pyrimidine, 1,3 dioxide

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3166451A (en) * 1963-03-22 1965-01-19 Grace W R & Co Sensitizing agents comprising the reaction product of urea-formaldehyde-hydrogen peroxide
CN1241568A (en) * 1995-02-01 2000-01-19 旭化成工业株式会社 Hexaaxaisowurtzitane derivative and method for producing the same
CN101735146A (en) * 2008-11-05 2010-06-16 南京理工大学 Composite method of high-energy insensitive explosive 2,6-diamino-3,5-dinitro pyridine-1-oxide
CN107935940A (en) * 2017-11-28 2018-04-20 中国工程物理研究院化工材料研究所 The preparation method of 2,4,6 triamido of energy-containing compound, 5 nitro-pyrimidine, 1,3 dioxide

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